389122-94-5

Basic information

• Product Name: 2-Methyl- (2R)-butanaMide
• Synonyms: 2-Methyl- (2R)-butanaMide;(2R)-2-Methylbutanamide;(R)-2-Methylbutanamide
• CAS NO: 389122-94-5
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101.14694
• Mol File: 389122-94-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 109.8-110.1℃
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Methyl- (2R)-butanaMide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl- (2R)-butanaMide(389122-94-5)
• EPA Substance Registry System: 2-Methyl- (2R)-butanaMide(389122-94-5)

Safety Data

• Hazardous Substances Data: 389122-94-5(Hazardous Substances Data)

Usage

General Description

2-Methyl- (2R)-butanaMide, also known as N-(2-methylpropyl)acetamide, is an organic compound with the chemical formula C6H13NO. It is a primary amide and a member of the acetamide family. 2-Methyl- (2R)-butanaMide is a colorless or pale yellow liquid with a pungent odor, and it is soluble in water and ethanol. It is commonly used as a building block and intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It has also been reported to exhibit antifungal and antibacterial properties. 2-Methyl- (2R)-butanaMide is often used as a solvent, a corrosion inhibitor, and a component in a variety of industrial and commercial applications.

Upstream product

• 1730-91-2 (S)-2-Methylbutyric acid 
• 18936-17-9 2-methylbutanenitrile 
• 32231-50-8 (R)-2-methylbutyric acid 
• 101400-29-7 (S)-2-Methylbutyroyl chloride 

Downstream Products

• 36272-22-7 (R)-(+)-2-methylbutylamine 

Relevant articles and documents

Probing the enantioselectivity of a diverse group of purified cobalt-centred nitrile hydratases

In this study a diverse range of purified cobalt containing nitrile hydratases (NHases, EC 4.2.1.84) from Rhodopseudomonas palustris HaA2 (HaA2), Rhodopseudomonas palustris CGA009 (009), Sinorhizobium meliloti 1021 (1021), and Nitriliruptor alkaliphilus (iso2), were screened for the first time for their enantioselectivity towards a broad range of chiral nitriles. Enantiomeric ratios of >100 were found for the NHases from HaA2 and CGA009 on 2-phenylpropionitrile. In contrast, the Fe-containing NHase from the well-characterized Rhodococcus erythropolis AJ270 (AJ270) was practically aselective with a range of different α-phenylacetonitriles. In general, at least one bulky group in close proximity to the α-position of the chiral nitriles seemed to be necessary for enantioselectivity with all NHases tested. Nitrile groups attached to a quaternary carbon atom were only reluctantly accepted and showed no selectivity. Enantiomeric ratios of 80 and >100 for AJ270 and iso2, respectively, were found for the pharmaceutical intermediate naproxennitrile, and 3-(1-cyanoethyl)benzoic acid was hydrated to the corresponding amide by iso2 with an enantiomeric ratio of >100.

Synthesis of the four possible stereoisomers of N-2′-methylbutyl-2-Methylbutylamide, the sex pheromone of the longhorn beetle Migdolus fryanus westwood

The four stereoisomers of N-2′-methylbutyl-2-methylbutylamide, the sex pheromone of the longhorn beetle Migdolus fryanus, an economically important pest of sugarcane in South America, were synthesized. The key intermediate 2-methylbutan-1-ol is commercially available only in its (S)-(-)-form. The (R)-(+)-enantiomer was obtained optically pure from methyl (S)-(+)-3-hydroxy-2-methylpropionate in five steps.